102 things to do in Boston for $10 or less: September 2026
When:
Tuesday, Sep 01, 2026 7:00a -
Wednesday, Sep 30, 2026 11:00p
Tuesday, Sep 01, 2026 7:00a -
Wednesday, Sep 30, 2026 11:00p
Where:
Boston
Surrounding areas
Boston, MA
Admission:
Unknown
Categories:
Art, Classes, Date Idea, Drinks, Festivals & Fairs, Food, Games, Good for Groups, History, Kid Friendly, LGBTQ+, Meetup, Movies, Music, Nature, Nightlife, Party, Pet Friendly, Photoworthy, Rainy Day Ideas, Seasonal, Shopping, Social Good, Sports & Active Life
The end of August means we must bid adieu to summer. Hello September and hello fall! Get ready to enjoy Oktoberfest season, autumn celebrations, some of the last outdoor dance parties, movies, and markets of the season, as well as cultural festivals, concerts, and more. Soak up the sun and get ready to see some pops of color in the city.
by Yelena Nicolle Salvador
When: Tue. 9/1
Where: Allston
Cost: Free
Info: The college kids are back, and the city is back to booming with people from all over. Keep your eye out on the sidewalks for free hidden treasures: furniture, home decor, appliances, and more – as everyone settles back into the city.
2) Boston Conversations @ Aeronaut
When: Tue. 9/1
Where: Allston
Cost: Free
Info: Meet new friends by heading to Aeronaut for the monthly Boston Conversations event. You’ll get four rounds of speed-friending with prompts that allow for deep discussions rather than surface-level small talk.
3) Allston Christmas at the Silhouette Lounge
When: Tue. 9/1
Where: Allston
Cost: $7+
Info: Stop by the local dive, the Sil, for some holiday cheer. Celebrate Allston Christmas with a wintry alcoholic beverage like a $7 peppermint shot or a $10 cocktail. When you buy a special bev, you can also enjoy a $1 glizzie hot dog.
4) Boston Public Garden Swan Boats
When: Tue. 9/1 - Mon. 9/7
Where: Allston
Cost: $4.75
Info: Hop on the swan boats before they retire for the season. These iconic pontoons are a city staple, and they serve as the perfect way to experience the heart of Boston. Soak up the views in the Public Garden, wave to neighbors, and soak up the sun.
5) Thursdays on the Lawn at the Loring Greenough House
When: Thursdays, starting Thu. 9/3
Where: Jamaica Plain
Cost: Free
Info: Watch the sunset in the heart of Jamaica Plain on the lawn of the historic Loring Greenough House. Grab a bite from a local food truck while sipping on a glass of vino with friends and family. There will be pop-up artists, live music, lawn games, and more.
When: Thu. 9/3 - Mon. 9/7
Where: Downtown
Cost: Free
Info: Stop by Marzae Cellar + Provisions for a Labor Day weekend harvest festival. Sip on free samples of mulled cider and try your hand at stomping grapes with your feet on Saturday. Special food, like cider donuts, and themed drinks will be available for purchase too.
7) 2nd Annual Harvard Square Asian Night Market
When: Sat. 9/5
Where: Harvard Square
Cost: Free
Info: Head to Harvard Square for the 2nd Annual Asian Night Market. This year is bigger and better with plenty of pop-up food vendors serving up different Asian cuisine and cultural performances. There will be a mochi donut contest, karaoke, a chopstick marble challenge, a 3-point shootout, and other fun surprises.
8) Boston Does Vintage by FOUND
When: Sat. 9/5
Where: City Hall Plaza
Cost: Free
Info: FOUND is bringing their biggest market to City Hall Plaza. Get ready to shop from over 100 vendors. You’ll get to hunt for clothes, home decor, art, vinyls, and more while keeping the world a little greener and connecting with other vintage lovers and fellow thrifters.
9) Somerville Nepali Street Food Festival
When: Sat. 9/5
Where: Somerville
Cost: Free
Info: Experience Nepal and learn about Nepali culture at this food festival at the Somerville City Hall. Taste your way around 11 Nepali food vendors, enjoy live music, and watch special dance performances.
10) The Cafe at Short Path’s 1st Birthday Party
When: Sat. 9/5
Where: Everett
Cost: Free
Info: Happy birthday to The Cafe at Short Path. Come early for a free tote and sticker. Stay all morning for a chance at free drinks. There will be complimentary pastries and birthday shots, a polaroid and coloring station, raffles, tarot readings, free distillery tours, and Mash the cat sightings.
11) Picnic and Hangout on the Common
When: Sat. 9/5
Where: Boston Common
Cost: Free
Info: Strawberry Matcha, a social community for young adults, is back with another event to help you meet new friends. Come solo or bring a pal and head to Boston Common. You can also join the small-group program, where members are matched with others, and the Discord to join other game nights, book clubs, watch parties, and more.
12) New Digs: A Market for the Recently Moved
When: Sat. 9/5 - Sun. 9/6
Where: Brighton
Cost: Free
Info: The Brighton Bazaar is back with their 3rd Annual New Digs Market. If you missed Allston Christmas or are looking for other goodies, stop by the Speedway for this two-day event. There will be food trucks, a DJ, a framing station, and so much more. Bring your pups and cats too!
13) Labor Day: Free Admission at the West End Museum
When: Sat. 9/5 - Sun. 9/6
Where: West End
Cost: Free
Info: The West End Museum is hosting free admission for Labor Day Weekend. Come learn about the history and culture of Boston’s West End neighborhood through exhibits, special programming, artifacts on display, and more.
14) Rethread Boston: Eco Arts Festival
When: Sun. 9/6
Where: City Hall Plaza
Cost: Free
Info: Make your way to City Hall Plaza for a sustainability arts festival, Rethread Boston. Come bring an item that needs repair and have the seamster team take a shot at fixing it. There will be a clothing swap, some art-making using bioplastics, a natural dyeing and printing station, and workshops to make new friends and learn about herbalism and yoga.
15) Bachata & Salsa by the River
When: Sun. 9/6
Where: Cambridge
Cost: Free
Info: Put on your dancing shoes and try out salsa and bachata. No experience is necessary, so stop by to learn new moves at the beginner-friendly lesson. Then, enjoy a social dance where you can practice with new friends right next to the Charles.
When: Sundays, starting Sun. 9/6
Where: Back Bay
Cost: Free
Info: Soak up the sun on Boston’s busiest and most famous street. Enjoy a calming stroll with no cars as you shop at pop-up stalls along the sidewalks and the businesses along the strip. There will be live music, art-making, and lawn games all along Newbury Street too.
17) Labor Day: Free Admission to ICA
When: Mon. 9/7
Where: Seaport
Cost: Free
Info: Enjoy free admission at the ICA on Labor Day. Don’t forget to reserve your free ticket. Once you’re there, explore the exhibits on display, take a ride on one of the unicorns outside, and soak up beautiful harbor views.
18) Saborcito @ The Anchor: Salsa & Bachata Dancing
When: Mondays, starting Mon. 9/7
Where: Charlestown
Cost: Free
Info: Watch the sunset as you learn new dance moves with the Boston skyline as your backdrop. Enjoy absolute beginner-friendly lessons with an energetic teacher who will teach you the basics of salsa and bachata. Then, practice your moves with new friends during the social dance that continues after the sun goes down.
19) Seaport Sketch
When: Tuesdays, 9/8 & 9/22
Where: Seaport
Cost: Free
Info: Take a break from the work week and make some art. Whether you’re a pro sketch artist or someone looking to dabble in the hobby, there’s a place for you at this event. Enjoy DJ tunes, live music, and guided practice exercises with a local artist as you take inspiration from the city and get drawing.
20) French Library Fall Open House
When: Wed. 9/9
Where: Back Bay
Cost: Free
Info: Bonjour! All French speakers, Francophiles, French-at-heart, and French-curious are welcome to explore the French Library. Meet new friends, learn about local programming, enjoy treats, and transport yourself to a little slice of France in the city.
21) Chile Flag Raising & Cultural Event
When: Wed. 9/9
Where: City Hall Plaza
Cost: Free
Info: Celebrate Chilean independence at this flag-raising event in City Hall Plaza. There will be traditional music, speakers, and activations to learn about Chilean history. Come connect with neighbors!
22) Matcha Meetup
When: Wednesdays, 9/9, 9/16, & 9/30
Where: Back Bay
Cost: Free
Info: Take a break at the Urban Park Roof Garden with Nomu! Be one of the first 150 guests, and you can enjoy a complimentary matcha drink. There will be a rotating menu with seasonal flavors, so try out new combinations that are only available at this pop “UP.”
23) Beer Garden Pop UPs with Lamplighter Brewing
When: Thu. 9/10
Where: Kendall Square
Cost: Free
Info: The final Beer Garden Pop UPs with Lamplighter at the Urban Park Roof Garden is here. Donate $5 for a beer token for your favorite brew. If you’re alc-free, there will be complimentary NA seltzers and kombucha. No matter what you choose, cozy up on a blanket and enjoy free hot dogs and pretzels while soaking up one of these last summer beer garden evenings of the season.
24) Salsa at Sunset
When: Thu. 9/10
Where: South End
Cost: Free
Info: Live music will be playing at La Casa for everyone to enjoy. Meet new friends while learning how to salsa or simply enjoy the concert with neighbors outside. Come celebrate the energetic rhythms of Latin music to kick off your weekend early.
25) Ukulele Jam
When: Thu. 9/10
Where: Harvard Square
Cost: Free
Info: Join members of the Cambridge Center for Adult Education for an evening of music and community. Students and hobby players will be performing ukulele hits from 1920 to 2023. Bring your own or borrow one and learn to play some basic notes.
26) 101st Annual Italian Feast of Saints Cosmas & Damian
When: Fri. 9/11 - Sun. 9/13
Where: East Cambridge
Cost: Free
Info: This is the final Italian feast of the season, but this one takes place in Cambridge. Enjoy three days of festivities featuring amusement rides, carnival games, a beer and wine garden, food vendors, and performances. Dance to the live music and watch the nightly religious processions too.
When: Fri. 9/11 - Sun. 9/13
Where: Union Square
Cost: Free
Info: The beloved Bow Market is turning into the one-stop spot to celebrate Oktoberfest in the city. Don your lederhosen and get ready to party for three days in the courtyard with brews flowing all day at Remnant. Compete in stein-holding contests, listen to live music, play lawn games, munch on pretzels, and more.
When: Fri. 9/11 - Sun. 9/13
Where: South End
Cost: Free
Info: Get ready to explore the South End on foot and celebrate local businesses during the annual sidewalk sale. Make the most out of your weekend by taking a stroll and enjoying deals from retailers and restaurants.
29) Open Streets Boston: Mattapan
When: Sat. 9/12
Where: Mattapan
Cost: Free
Info: Open Streets Boston is taking over Mattapan this month. Bring your friends and family to explore the neighborhood and enjoy car-free streets. There will be live music, community tabling, food vendors, art-making, and more.
30) SomerStreets: Gilman Square Arts and Music Festival
When: Sat. 9/12
Where: Gilman Square
Cost: Free
Info: Don’t miss SomerStreets — Somerville’s own car-free boulevard event for friends and family. This month, head to Gilman Square to celebrate art. Enjoy a maker's market, meet local artists, dance to live music, play some lawn games, and meet your neighbors.
31) Summer Dance Party: .Tribe Vibes
When: Sat. 9/12
Where: City Hall Plaza
Cost: Free
Info: Nothing beats an intergenerational dance party at City Hall Plaza. Close out the summer with the final outdoor community dance festival of the season with .Tribe Vibes. Get ready to show off your moves as DJs play multicultural tunes.
When: Sat. 9/12
Where: Roxbury
Cost: Free
Info: Oktoberfest season is here! Head to Long Live Roxbury for seasonal beers, your favorite brews, and some food pop-ups. Come dressed in your lederhosen if you wish and dance to live music while you enjoy sips all day.
33) Riverfest
When: Sat. 9/12
Where: Assembly Row
Cost: Free
Info: A day by the Mystic River sounds like the perfect end to summer. Check out Riverfest, an annual summer send-off block party. Shop from local makers, play some volleyball and pickleball, dance to live music, and watch a fireworks spectacular to close out the night.
34) Art in the Park
When: Sat. 9/12
Where: Charlestown
Cost: Free
Info: Charlestown is bringing back its annual Art in the Park festival. In the historic City Square Park on the Freedom Trail, you can meet and shop from over 30 local artists. There will be paintings, photography, prints, ceramics, glassware, and so much more.
35) Boston Landing Community Fit Fest
When: Sat. 9/12
Where: Brighton
Cost: Free
Info: Boston Landing is back with their annual Fit Fest to bring you exciting ways to get your body moving while making new friends. Enjoy a jam-packed morning of interactive classes, live demos, pop-ups from your favorite brands, free wellness samples, and other fun surprises.
When: Sat. 9/12
Where: Brighton
Cost: Free
Info: Join Notch Brewing at the historic Speedway for the ultimate Oktoberfest celebration. Dance to oompah music with a live band, taste your way around Bavaria with themed food specials, compete in stein-hoisting and pretzel-eating contests, and so much more. Prost!
When: Sat. 9/12
Where: Boston Common
Cost: Free
Info: Calling all the people with shiny bald heads! Meet your fellow baldies at the bald meet-up. There will be stand-up comedy, giveaways, games, and prizes for those who are willing to brave the clippers and shave their heads on the spot.
38) Fenway Victory Gardens FensFest
When: Sat. 9/12
Where: Fenway
Cost: Free
Info: The annual Fenway Victory Gardens FansFest is back to celebrate the harvest season. Native plants will be available, as well as face-painting, music, food, and a whole lot of neighborly connection. Wander through the beautiful flowers and soak up the sun during one of the final weekend days of the summer.
39) 14th Annual Jamaica Plain Music Festival
When: Sat. 9/12
Where: Jamaica Plain
Cost: Free
Info: 20 bands will be taking the stage to give you the best musical experience during the 14th Annual Jamaica Plain Music Festival. Bring blankets, chairs, and your dancing shoes as you enjoy live music all day with neighbors and friends.
When: Sat. 9/12
Where: Revere
Cost: Free
Info: Take a stroll on the sand of Revere Beach and check out the annual Revere Beach Art Festival. Talented artists will be selling one-of-a-kind pieces all day. There will be live music and a live painting competition too.
41) Mid-Autumn Lantern Festival at the Chinatown Gate
When: Sat. 9/12
Where: Chinatown
Cost: Free
Info: Join neighbors at the annual Mid-Autumn Lantern Festival. Watch traditional folk dances, martial arts demonstrations, tai-chi, lion dances, and live music. There will also be food pop-ups, street vendors, and other surprises.
42) Embrace Massó Con Salsa International Music Festival
When: Sat. 9/12
Where: Downtown Crossing
Cost: Free
Info: Celebrate Puerto Rican culture and Afro-Latino artists with Embrace Boston at this annual block party. Dance to the tunes of live music, learn to salsa, connect with community members, enjoy special food, and learn about cultural traditions at this festival.
When: Sat. 9/12
Where: Seaport
Cost: Free
Info: Seaport Sweat is hosting its annual fitness festival near the water. Enjoy the outdoors while moving your body with three workout classes – all equipment-free and beginner-friendly. There will be a live DJ to bring up the energy, as well as pop-ups and giveaways from exciting brands.
When: Sat. 9/12
Where: Everett
Cost: Free
Info: Bring your pups to welcome fall at the Park-9 Autumn Market. Before fall officially begins, you can get in the spirit of the season with fall-themed food and drinks. There will be live music, pet and lifestyle vendors, nonprofit and resource tabling, and more.
45) Allstonway Backyard Performance: Opera Untapped
When: Sat. 9/12
Where: Allston
Cost: Free
Info: Stop by Allstonway for a special circus show with Opera Untapped. As talented vocalists share classical tunes, aerial and circus artists will be storytelling through movement as well. Bring your friends and family to enjoy a summer afternoon of creativity.
46) Dance and Music Journey through Latin America with Veronica Robles
When: Sat. 9/12
Where: Dorchester
Cost: Free
Info: The JFK Library is offering free admission to the galleries for the Dance and Music Journey through Latin America event with Veronica Robles. Enjoy a bilingual program of music from Latin American countries with musicians dressed in traditional costumes. There will be dancing, crafting, and cultural sharing all morning.
When: Sat. 9/12
Where: Rose Kennedy Greenway
Cost: Free
Info: Dance tango with new friends as the sun sets at one of Boston’s oldest public dance events. No experience is necessary; just come ready to learn during the beginner-friendly lesson. Then, enjoy a dance social to practice your moves.
When: Sat. 9/12
Where: Roxbury
Cost: Free
Info: Cheer on the Makanda Project, a 13-piece jazz ensemble that explores unrecorded compositions of Makanda Ken McIntyre. Dance to the live music of these talented musicians as they share their repertoire with you.
49) Moonlight Market
When: Sat. 9/12
Where: Malden
Cost: Free
Info: Stop by the Malden YMCA for an afternoon of community connection. Enjoy lion dances, crafts, cultural performances, and a mini market featuring handmade goods, books, and more. Come celebrate Asian culture and learn about the history behind the Mid-Autumn Festival.
50) The Brighton Bazaar: Fall Season Opening Weekend
When: Sat. 9/12 - Sun. 9/13
Where: Brighton
Cost: Free
Info: The Brighton Bazaar is popping back up at the Brighton Elks Lodge! Ring in the fall season by checking out the opener, which will feature over 100 small local vendors. Shop for art, vinyls, vintage clothes, and more while a DJ spins some tunes to elevate your experience.
When: Sat. 9/12 - Sun. 9/13
Where: South End
Cost: $0+
Info: Explore the world of fiber arts at the annual Boston Fiber Festival. Shop from over 50 artisans who will be selling handcrafted goods from hand-dyed yarn to plushies, clothes, and more. There will also be classes, demos, and stations to meet other crafters.
52) 32nd Annual Cambridge Carnival International
When: Sun. 9/13
Where: Cambridge
Cost: Free
Info: Celebrate African and Caribbean culture at the 32nd Annual Cambridge Carnival International. This event is one for all ages – it’s a block party with vibrant cultural performances, music, costumes, and more. Get ready to dance to the steel drum band, connect with new friends and neighbors, and taste your way around the world.
53) Coolidge @ The Speedway: ‘Shrek’
When: Wed. 9/16
Where: Brighton
Cost: Free
Info: Are you the greatest ogre of the Charles Swamp? Join the Coolidge Corner Theater at the Charles River Speedway for a free screening of ‘Shrek.’ Don’t forget to grab a pizza slice and a brew from Notch for the ultimate viewing experience.
54) ‘The Breakfast Club’ Screening
When: Thu. 9/17
Where: Back Bay
Cost: Free
Info: A cozy night in before the weekend begins sounds perfect to me. Stop by the beloved Trident Booksellers & Cafe, where you can enjoy a hearty sandwich and a yummy cocktail. Relive your high school years with a free screening of ‘The Breakfast Club’ now that summer is coming to a close.
55) Third Thursdays at the MFA
When: Thu. 9/17
Where: Fenway
Cost: $5
Info: Don’t miss your chance to enjoy $5 admission to the MFA. Explore the galleries and the exhibits on display while making art, joining a spotlight tour of key works, listening to live music, and more.
56) CambridgeSide Outdoor Movie: ‘Toy Story 4’
When: Fri. 9/18
Where: Cambridge
Cost: Free
Info: Grab your favorite food from the CanalSide food court. Then, head outside for the final outdoor movie of the summer season at CambridgeSide. Get there early for pre-party activities and then enjoy a screening of ‘Toy Story 4’ under the stars.
57) Sam Adams Boston Octoberfest Weekend 2026
When: Fri. 9/18 - Sun. 9/20
Where: Downtown & Jamaica Plain
Cost: $10+
Info: Sam Adams is back with giant Octoberfest festivities at their downtown taproom and their JP brewery. Wherever you choose, you’ll be surrounded by a lively atmosphere full of flowing brews. There will be stein-hoisting competitions, live music, dancing, food specials, and other surprises.
58) Oktoberfest at Lamplighter CX
When: Fri. 9/18 - Sun. 9/20
Where: Cambridge Crossing
Cost: $10
Info: Cheers to Oktoberfest at Lamplighter CX. With your ticket, you get a custom German stein that you can enjoy brews out of all day. Participate in the stein-holding competition, sip on German beers, wear your best lederhosen and dirndls, listen to live music, and play lawn games on the sunny patio.
59) 21st Annual What the Fluff? Festival
When: Sat. 9/19
Where: Union Square
Cost: Free
Info: The Fluff festival is back to celebrate Somerville’s iconic sweet invention. Sip on Fluff beverages and fill up with sweet Fluff treats. There will be sticky games, live music, art vendors, and more to celebrate this year’s theme: ‘Legally Fluff: A Toast to Union Square.’
When: Sat. 9/19
Where: Roslindale
Cost: Free
Info: Get ready to dance all around Rozzie! Roslindale PorchFest is back to bring you a full day of talented musical acts. Cheer on singers and musicians as they take the stage on porches, driveways, garages, and more during this annual festival.
61) Central Square Night Market
When: Sat. 9/19
Where: Central Square
Cost: Free
Info: The sun is going down earlier, but you can still enjoy nighttime festivities like the Central Square Night Market. Munch on bites from food trucks and listen to live music. There will be pop-up art stalls, interactive games, and plenty of photo-ops for the whole family to have fun.
When: Sat. 9/19
Where: Somerville
Cost: $10+
Info: Prost! Oktoberfest season is here, so come celebrate with Aeronaut. Sip on your favorite German-inspired beers, munch on brats and schnitzel, and dance to a German oompah band. Participate in the stein-holding competition and the Oktoberfest costume contest, so come strong and dress in your lederhosen.
63) Boston Athenaeum Community Day Open House
When: Sat. 9/19
Where: Downtown
Cost: Free
Info: One of Boston’s most beautiful buildings is hosting its 4th Annual free Community Day. Wander through this library with stunning pillars and architecture. There will be special collections and rare items on display, as well as live music, skyline views, and more to enjoy.
When: Sat. 9/19
Where: Brighton
Cost: Free
Info: Welcome the fall season at Boston Landing’s annual Fall Festival. Enjoy a western-inspired celebration with a vintage cowboy photo booth, live music, line dancing lessons, pony rides, and a whole lot of pumpkins.
65) Festival Viva Mexico Boston
When: Sat. 9/19
Where: Eastie
Cost: Free
Info: Happy Mexican Independence Day! Celebrate Mexican culture and history at the Veronica Robles Cultural Center, where there will be authentic Mexican food, live music, cultural performances, and more. Bring your friends and family to enjoy this annual festival.
66) Portico Brewing's 4th Annual Oktoberfest 2026
When: Sat. 9/19
Where: Somerville
Cost: Free
Info: Celebrate Oktoberfest with Portico for the 4th year! Get ready to experience a slice of Bavaria with German beers and food specials, as well as outdoor games, live music, and stein-holding competitions. Come dressed in your lederhosen and dirndls too!
When: Sat. 9/19
Where: South End
Cost: Free
Info: Say goodbye to summer with neighbors and the South End Union Park Neighborhood Association. Listen to live music, get your face painted, and enjoy complimentary ice cream as you kick off the weekend.
When: Sat. 9/19
Where: Allston
Cost: Free
Info: Participate in the inaugural Lower Allston Cat Stroll where you can meet new friends as you stroll through the neighborhood to say hello to local feline celebrities. Cats will be perched on windows, porches, and yards. Don’t miss the after party at Sloane’s with a themed menu and check out the MPSCA-Angell pop-up to learn about adoption.
69) Lynch Jam by No Blading Boston Chapter and OK Boston
When: Sat. 9/19
Where: Cambridge
Cost: Free
Info: Whether you’re a rollerblader or a skateboarder, all wheels are welcome to the Lynch Family Skatepark. Test out new tricks and show off your moves to new friends, participate in a skate competition, and enjoy complimentary food and beverages while supplies last. There will be live music and a welcoming space to cheer each other on.
70) Watertown Faire on the Square
When: Sat. 9/19
Where: Watertown
Cost: Free
Info: Make your way to Watertown’s Saltonstall Park for an annual community celebration. Shop from over 100 vendors, watch a local bake-off competition, dance to live music, and cheers to the end of summer at the Mighty Squirrel’s Oktoberfest Biergarten.
71) Summer Shops at Kendall: Boston Women’s Market
When: Sat. 9/19
Where: Kendall Square
Cost: Free
Info: It’s the final Summer Shops at Kendall market. Support women-owned small businesses who will be selling handmade items, food, body care items, art, vintage goods,m and more. There will be live music, food trucks, and a DIY canvas tote bag painting station.
72) 2026 South End Open Studios
When: Sat. 9/19 - Sun. 9/20
Where: South End
Cost: Free
Info: Explore the talented works and studios of local artists during the annual South End Open Studios event, one of the city’s longest-running traditions since 1986. More than 100 artisans will be showcasing their pieces around the neighborhood. Get ready to talk to fellow art-lovers and connect with artisans too.
73) Boston Local Food Festival
When: Sun. 9/20
Where: Rose Kennedy Greenway
Cost: Free
Info: Stop by the Rose Kennedy Greenway for the annual Boston Local Food Festival. Join almost 100 food vendors as they serve up their best bites to you. There will be cooking demos from talented chefs, a seafood cooking competition, lawn games, and other family activities.
74) 2026 UN International Day of Peace
When: Sun. 9/20
Where: Cambridge
Cost: Free
Info: Join neighbors and community members for an afternoon of connection, creativity, and inspiration. During a time when the world feels so divided, it’s important to lean on each other, and this event is the perfect place to do so. Listen to activists and community leaders to learn more about peace initiatives while enjoying music, art, and more.
When: Sun. 9/20
Where: Medford
Cost: Free
Info: Bring your friends and family to the annual Mystic Music Fest at the Condon Shell. Don’t forget a blanket and some chairs, so you can relax while listening to three local bands who will take the stage. There will be food trucks, a beer garden, face painting, and more.
76) US Steinholding State Qualifier at Aeronaut
When: Mon. 9/21
Where: Somerville
Cost: Free
Info: Put your strength to the test and find out if you have what it takes to compete in the Steinholding State Finals. Head to Aeronaut and compete against new friends as you see who can hold a one-liter beer (about 5 pounds) with a straight arm.
When: Tue. 9/22
Where: Eastie
Cost: Free
Info: Happy fall equinox. It’s the official end of summer, so make your way to Eastie Farm to welcome the new season. Enjoy live music while learning about mushroom harvesting, mushroom growing strategies, and food preservation techniques. Take a tour of the farm and greenhouse and taste local food too.
78) ‘Survivor’ Screenings at Aeronaut
When: Wednesdays, starting Wed. 9/23
Where: Somerville
Cost: Free
Info: It’s Season 51 of ‘Survivor.’ Every Wednesday, grab a cozy seat at Aeronaut and enjoy cheering on your favorite contestants. Sip on different brews as you predict who survives the tribal council, who wins the challenges, and who forms social alliances.
79) Viva Performing Arts Presents Let’s Dance Boston
When: Wed. 9/23 - Sun. 9/27
Where: Rose Kennedy Greenway
Cost: Free
Info: Five days of dancing. Need I say more? Put on your comfy shoes and learn new moves at the Let’s Dance experience. Every night, learn a different style with instructions from salsa and hustle to lindy hop and soul line dancing. Practice your moves during the social dance with a live band.
80) Harvard Art Museums at Night
When: Thu. 9/24
Where: Harvard Square
Cost: Free
Info: Your favorite monthly after-hours museum is back. Explore the galleries of the Harvard Art Museums, participate in an art-making activity, and hang out while listening to live music, sipping on a bev, and enjoying light bites in the Italian-inspired courtyard.
81) Givvy IRL #2: Exchange What You’re Good At
When: Fri. 9/25
Where: Roxbury
Cost: Free
Info: Stop by Long Live Roxbury and make new friends by enjoying a space where you can skill-share and build community. If you have something you’re good at, you can offer it up in exchange for help with a task you need to get done too. This intentional environment is a way for you to connect with others!
82) Oktoberfest at Lamplighter Taproom
When: Fri. 9/25 - Sat. 9/26
Where: Cambridge
Cost: Free
Info: Transport yourself to Bavaria and celebrate Oktoberfest at Lamplighter’s Taproom. Sip on German-inspired beers: lagers, kolsches, sours, and more. Munch on giant pretzels, bratwurst, and other dishes. Come dressed in your lederhosen and dirndls and compete in stein-holding competitions. Prost!
83) Greek Food Festival at St. Nectarios Church
When: Fri. 9/25 - Sun. 9/27
Where: Roslindale
Cost: Free
Info: Celebrate Greek culture at the annual food festival at St. Nectarios Church. Munch your way with friends and try out gyro wraps, souvlaki, mousaka, pasitsio, spanakopita, and baklava. A live band will be playing tunes and artists will be selling handmade items too.
84) ‘Cabin in the Sky’ Activation
When: Fri. 9/25 - Sun. 9/27
Where: Jamaica Plain
Cost: Free
Info: Experience this three-day outdoor Afrofuturist art activation at Franklin Park. This work explores hope, community, and history through a gathering with large-scale projections, live music, and dancing. Come dressed in white and bring your friends and family to reflect on the power of ancestral preservation and Black liberation.
85) Fall Thai Street Food Market
When: Sat. 9/26
Where: Harvard Square
Cost: Free
Info: Stop by the Fall Thai Street Food Market in Harvard Square. Come hungry and taste your way around Battle Street, where traditional Thai vendors will be serving up desserts, fried bites, drinks, and handmade goods. Dance to live music, watch cultural performances, and take a break in the beer garden.
86) Cambridge 2026 Cat Tour & Meowfest
When: Sat. 9/26
Where: Cambridge
Cost: Free
Info: Meow! Join fellow Cambridge neighbors on a walking tour to say hello to the feline residents of the area. There will be porch kitties and loafers out and about for pets. Stay for the after-party where you can meet other cat-loving friends too.
87) Atlantic Wharf’s Fall Fest
When: Sat. 9/26
Where: Atlantic Wharf
Cost: Free
Info: Happy fall! Make your way to the water and enjoy this community celebration to mark the official end of summer. Enjoy cider donuts and apples to get you in the fall spirit. There will be live music, family-friendly activities, crafts, and more.
88) Fall Fest at High Street Place
When: Sat. 9/26
Where: Downtown
Cost: Free
Info: Fall is officially here. Head to High Street Place to welcome the new season. Enjoy seasonal bites and fall-inspired drinks from one of the businesses in the food court. Compete in the pie-eating contest or put your strength to the test in the stein-holding competition. There will be games, photo-ops, and live music too.
89) Low Key Seaport Stroll Bar Crawl by Harpoon
When: Sat. 9/26
Where: Seaport
Cost: $5+
Info: PJs are highly encouraged for this stress-free bar crawl. Bring your friends or meet new ones as you join Harpoon to celebrate their new Low Key beer. Sip your way around the Envoy Rooftop, City Tap, Luck’s Lounger, and Harpoon with games, challenges, prizes, and more.
90) Honan-Allston Library’s 25th Anniversary Celebration
When: Sat. 9/26
Where: Allston
Cost: Free
Info: Happy 25th birthday to the Honan-Allston Branch of the Boston Public Library. Come celebrate this community center, the joy of reading, and connections with neighbors at this party. There will be pizza, snacks, and an ice cream truck serving up icy treats while supplies last. There will also be games, crafts, and music.
91) Black Owned Bos. Market: Rooted in Wellness
When: Sat. 9/26
Where: Seaport
Cost: Free
Info: Check out the monthly Black Owned Bos. Market in Seaport. September’s theme is ‘Rooted in Wellness,’ so expect goodies that highlight self-care. There will also be entertainment, giveaways, and special activities.
When: Sat. 9/26
Where: Chelsea Square
Cost: Free
Info: Join neighbors and community members for an afternoon of cultural celebration during the Mid-Autumn Festival. Watch exciting lion dances, as well as live music and other performances. There will be an art market, crafts, cultural exhibits, and other activities.
93) 9th Annual RoboBoston Block Party
When: Sat. 9/26
Where: Seaport
Cost: Free
Info: Learn about what’s new in the technology space at the annual RoboBoston block party. Enjoy STEM activities for all ages, try controlling some robots with companies and local student teams, and get inspired by innovation that’s happening in our city.
94) Boston A Cappella Festival
When: Sat. 9/26
Where: Allston
Cost: Free
Info: Feel some joy by listening to a cappella music. Community groups from Springfield, MA to Boston to Providence, RI will be making their way to the Herter Park Amphitheater to put on a show. Get ready to listen to your favorite tunes in a new way – purely created by the voices of talented musicians.
95) 2026 Mystic River Celebration
When: Sat. 9/26
Where: Medford
Cost: Free
Info: Bring your friends and family to the Condon Shell for a celebration to honor Medford’s talented artists and the Mystic River. Shop from local artisans, meet businesses and organizations, grab a bite from a food truck, and dance to the tunes of live music.
96) Jamaica Plain Open Studios
When: Sat. 9/26 - Sun. 9/27
Where: Jamaica Plain
Cost: Free
Info: Jamaica Plain Open Studios returns this year — a 30+ year tradition to celebrate Boston artists and connect art lovers. Get ready to explore the neighborhood and shop from over 200 artists. You’ll get to see studio spaces and art vendors in churches, schools, historic homes, and more.
97) 16th Annual Allston Village Street Fair
When: Sun. 9/27
Where: Allston
Cost: Free
Info: It’s a whole day of celebration for Rat City! Get ready for six blocks of fun with six hours of entertainment. There will be bands taking the stage, artisan vendors, a public mural-making area, and other fun activities for all. Proceeds support local charities too!
98) Celebremos Puerto Rico at Harvard Museums of Science & Culture
When: Sun. 9/27
Where: Harvard Square
Cost: Free
Info: Celebrate Puerto Rican culture and traditions with a full afternoon of activities at the Harvard Museum of Natural History. Make crafts, prep cassava, learn about the history of coffee and native birds, dance to live music, and try some Puerto Rican food.
99) Brookline Day
When: Sun. 9/27
Where: Brookline
Cost: Free
Info: Happy Brookline Day! Come celebrate the neighborhood and connect with local businesses. You’ll get to try some food, grab a book, play some games, listen to live music, and more. It’s a day for friends and family, so bring them and join the fun.
100) Makers @ The Yard
When: Sun. 9/27
Where: Revere
Cost: Free
Info: Head to Revere for a lively marketplace to close out the summer. Shop from over 20 women-owned businesses and yummy food trucks. There will be live music, a beer pop-up, and other surprises. Bring your pups to enjoy the fun too.
101) Wicked VHS Movie Night: ‘Poltergeist’
When: Mon. 9/28
Where: Brookline
Cost: Free
Info: Join movie nerds, horror lovers, and analog enthusiasts at a Wicked VHS movie night. At these free screenings, you can catch a screening of a VHS tape on a projector with friends. This month is ‘Poltergeist’ at Esmai’s!
102) Twilight at MAAM: Fall Party
When: Wed. 9/30
Where: Longwood
Cost: Free
Info: Welcome the autumn season with MassArt Art Museum’s after-hours museum party. Sip on complimentary mocktails, munch on light bites, make some art, and explore the new exhibits while celebrating creativity with new friends.
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SponsoredNew Digs: A Market for the Recently Moved
Saturday, Sep 05, 2026 goes until 09/06
The Charles River Speedway
